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Design synthesis method and application of electrochemical luminophor based on covalent organic framework

A covalent organic framework, electrochemical technology, applied in chemical instruments and methods, chemiluminescence/bioluminescence, electrochemical variables of materials, etc., can solve the problem of insufficient sensitivity to accurately monitor environmental traces, time-consuming and labor-intensive processing, high requirements for instruments, etc. problems, to achieve the effects of sensitive analysis and environmental protection, ultra-low detection limit, and high selectivity

Active Publication Date: 2022-01-18
NANCHANG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Among them, the inductively coupled plasma mass spectrometry method can accurately quantify uranium with a low detection limit, but the sample pretreatment is time-consuming and laborious, and has high requirements for instruments, which hinders its application in the on-site detection of uranium (Wang, Z.; Pan, J.; Li, Q.; Zhou, Y.; Yang, S.; Xu, J.J.; Hua, D. Improved AIE-active probe with high sensitivity for accurate uranyl ion monitoring in the wild using portable electrochemiluminescence system for environmental applications. Adv. Funct. Mater .2020,30,2000220)
while UO 2 2+ Luminescent probes are low-cost, easy-to-use, and relatively simple and readily available tools, however, existing methods are still not sensitive enough to accurately monitor trace amounts of UO in the environment 2 2+

Method used

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  • Design synthesis method and application of electrochemical luminophor based on covalent organic framework
  • Design synthesis method and application of electrochemical luminophor based on covalent organic framework
  • Design synthesis method and application of electrochemical luminophor based on covalent organic framework

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0041] Example 1: Preparation and characterization of an olefin-linked donor-acceptor fully conjugated covalent organic framework (BCBA-TBTN)

[0042] Alkene-linked donor-acceptor fully conjugated covalent organic frameworks are prepared as figure 1 As shown in A.

[0043] Add 19.5 mg of 2,4,6-trimethylbenzene-1,3,5-tricarbonitrile (TBTN), 55.7 mg of trialdehyde teraniline (BCBA), 4.0 mL of anhydrous N into a 20 mL pyrex tube, N-dimethylformamide (DMF) and 51.1 mg piperidine, degas the mixture by three freeze-pump-thaw cycles, seal under vacuum, stir for 10 min, heat in an oil bath at 180 °C for 3 days, and wait for the reaction After the mixture was cooled to room temperature, the precipitate was collected by centrifugation, and the precipitate was washed several times with methanol, dichloromethane and tetrahydrofuran, respectively, and the washed precipitate was Soxhlet extracted in dichloromethane and tetrahydrofuran for 24 hours. Vacuum dried for 12 hours to obtain BCBA...

Embodiment 2

[0045] Embodiment 2: Construction and characterization of BCBA-TBTN / GCE system

[0046] Wipe the surface of the glassy carbon electrode (GCE) with ultrapure water-soaked filter paper, and then polish it on suede containing 1.0 μm, 0.3 μm and 0.05 μm alumina paste until the GCE surface is mirror-like, and place the electrodes in the volume HNO at a ratio of 1:1 3 :H 2 O, absolute ethanol and ultrapure water with 40% power for 1 minute, the cleaned GCE was blown dry with nitrogen; 10 μL of 1 mM BCBA-TBTN DMF solution was drop-coated on the cleaned GCE surface, Dry naturally at room temperature to make BCBA-TBTN modified GCE electrode, that is, the ECL system based on BCBA-TBTN / GCE.

[0047] figure 2 A is the cyclic voltammetry (CV) curve of the BCBA-TBTN / GCE system constructed by the method of the present invention, the initial reduction potential of BCBA-TBTN is-1.45V, and the process of electron injection into COF to obtain free radical anion starts ECL, without adding In...

Embodiment 3

[0050] Example 3: Preparation and Characterization of Amidoxime Functionalized BCBA-TBTN (BCBA-TBTN-AO) Modified Electrode

[0051] Swell 0.4g of BCBA-TBTN in 40mL of absolute ethanol for 20min, add 1.0g of hydroxylamine hydrochloride and 1.5g of triethylamine, stir at 85°C for 1 day, filter, wash with ultrapure water, and dry under vacuum at 60°C 12 hours, get BCBA-TBTN-AO ( Figure 4 A). After weighing, re-disperse with DMF and sonicate for 2 hours to disperse evenly to obtain a DMF solution of BCBA-TBTN-AO. Take 10 μL of 1 mM BCBA-TBTN-AO solution in DMF and drop-coat it on the cleaned GCE surface, and let it dry naturally at room temperature to prepare BCBA-TBTN-AO / GCE.

[0052] Figure 4 B is the FTIR spectrum of BCBA-TBTN and BCBA-TBTN-AO. Depend on Figure 4 B Visible, BCBA-TBTN-AO at 2220cm -1 The characteristic of BCBA-TBTN-CN stretching band disappears, and at about 1260cm -1 A new stretching vibration peak of the amidoxime group appeared at , indicating the s...

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Abstract

The invention discloses a design synthesis method and application of an electrochemical luminophor based on a covalent organic framework. The design synthesis method comprises the following steps: synthesizing an olefin-linked donor-acceptor completely conjugated covalent organic framework from an electron-deficient molecule 2,4,6-trimethylphenyl-1,3,5-triformonitrile and an electron-donating molecule tri-formyl-tribenzidine through condensation and cocrystallization; and coating the surface of a glassy carbon electrode with the covalent organic framework to prepare a modified electrode, and allowing an electron donor and an electron acceptor in the covalent organic framework to be separated and transferred under the action of an electric field, wherein a generated intramolecular electron transfer state activates the cathode electrochemiluminescence response of a non-electrochemiluminescence active monomer in a water-phase medium, and under the condition of not additionally adding a high-oxidability toxic co-reactant, high luminous efficiency is obtained. UO2<2+> can be selectively captured after further amido oximation, ECL signals are linearly enhanced, and accordingly, a signal-on type UO2<2+> electrochemical luminescence sensor is constructed, has the advantages of being wide in detection range, low in detection limit, good in selectivity and the like and can also be used for ultra-sensitive analysis of UO2<2+> in an environment water sample.

Description

technical field [0001] The invention belongs to the technical field of electrochemiluminescence, and in particular relates to a design synthesis method and application of an electrochemiluminescent body based on a covalent organic framework. Background technique [0002] Electrochemiluminescence (ECL) is a luminescent phenomenon based on high-energy electron transfer reactions of electrochemically generated substances. Because the reaction kinetics can be precisely controlled by controlling the applied potential in the absence of excitation light, the ECL method is more sensitive than other optical methods (Richter, M.M. Electrochemiluminescence (ECL). Chem. Rev. 2004, 104, 3003) . In addition, it requires small sample volume and simple instrument operation, which provides an advanced platform for biosensors, clinical analysis, environmental monitoring and other fields (Babamiri, B.; Bahari, D.; Salimi, A. Highly sensitive bioaffinity electrochemiluminescence sensors : rec...

Claims

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Application Information

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IPC IPC(8): C08G61/02C09K11/06G01N21/76G01N27/49
CPCC08G61/02C09K11/06G01N27/49G01N21/76C09K2211/1425C09K2211/1433C08G2261/12C08G2261/143C08G2261/3162C08G2261/312C08G2261/5222C08G2261/94
Inventor 梁汝萍李雅捷邱建丁
Owner NANCHANG UNIV
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